
Glenwood Holidays
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Top Flight + Hotel Deals in Glenwood
Price found within the past 48 hours. Click for updated prices.



Chicago luxury home suites
Downtown Chicago
Price was €2,991, price is now €2,075 per person
€2,075
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
10/10 Exceptional! (1 review)
Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.
Reviewed on 26 Nov 2025

Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €955, price is now €664 per person
€664
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city
Reviewed on 26 Nov 2025

Pendry Chicago
Downtown Chicago
Price was €940, price is now €672 per person
€672
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
I thoroughly enjoyed my time at Pendry Chicago. I stayed in a tower king room. I originally was going to stay in a suite but the normal king room was very spacious for one person. The valet service was pretty quick and the valets were all very nice. The front desk clerk was extremely helpful and professional. I loved staying right on Michigan Ave and within walking distance to so many things. I read some reviews saying safety was a concern but I didn’t experience any safety issues. They lock the doors on Michigan Ave after a certain point to keep the flow of traffic thru a better monitored entrance. I also took an evening(beginning around 9:30pm) stroll around Millennium Park, down to Buckingham fountain and back up Michigan Ave to the river and the surroundings blocks around the hotel. At no point did I feel unsafe and would highly recommend this hotel to anyone coming to Chicago. The location is fantastic, the employees are amazing and the rooms are comfy. What more could you ask for?
Reviewed on 26 Nov 2025
Top hotels in Glenwood

Hilton Chicago/Oak Lawn
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
The price is €130 per night from 3 Dec to 4 Dec
€130
3 Dec - 4 Dec
includes taxes & fees
8.2/10 Very Good! (1,133 reviews)
Great location. Restaurant was fantastic.
Reviewed on 24 Nov 2025

Hyatt Place Chicago Midway Airport
6550 S Cicero Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is €129 per night from 30 Nov to 1 Dec
€129
30 Nov - 1 Dec
includes taxes & fees
9/10 Wonderful! (1,183 reviews)
Good size king bed room, property clean, parking very convenient, breakfast - don’t keep hopes high.
Reviewed on 22 Nov 2025

Motel 6 Bridgeview, IL
9625 S 76th Ave Bridgeview IL
Fully refundableReserve now, pay when you stay
The price is €37 per night from 30 Nov to 1 Dec
€37
30 Nov - 1 Dec
includes taxes & fees
7/10 Good! (1,292 reviews)
Clean room
Reviewed on 20 Nov 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
